Izenamide C
AlkaPlorer ID: AK045644
Synonym: None
IUPAC Name: methyl (2S)-1-[(2R)-2-[[2-[[(2S,3S)-2-[[(2R,3S)-2-[(2S)-2-hydroxy-3-methylbutanoyl]oxy-3-methylpentanoyl]amino]-3-methylpentanoyl]amino]acetyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
Structure
SMILES: CC[C@H](C)[C@H](N=C(O)[C@H](OC(=O)[C@@H](O)C(C)C)[C@@H](C)CC)C(O)=NCC(=O)N(C)[C@H](CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(=O)OC
InChI: InChI=1S/C35H54N4O9/c1-9-22(5)28(37-32(43)30(23(6)10-2)48-35(46)29(41)21(3)4)31(42)36-20-27(40)38(7)26(19-24-15-12-11-13-16-24)33(44)39-18-14-17-25(39)34(45)47-8/h11-13,15-16,21-23,25-26,28-30,41H,9-10,14,17-20H2,1-8H3,(H,36,42)(H,37,43)/t22-,23-,25-,26+,28-,29-,30+/m0/s1
InChIKey: ZOVBJSDLILDXCH-AXFAPSIESA-N
Reference
Izenamides A and B, Statine-Containing Depsipeptides, and an Analogue from a Marine Cyanobacterium
PubChem CID: 132505929
LOTUS: LTS0027799
NPASS: NPC489058
{NPAtlas: NPA022740
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Cyanobacterium | Geminocystaceae | Chroococcales | Cyanophyceae | Cyanobacteriota | None | Bacteria |
Properties Information
Molecule Weight: 674.836
TPSA？: 178.63
MolLogP？: 3.522600000000004
Number of H-Donors: 3
Number of H-Acceptors: 9
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Cathepsin D | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.8b00417 |
| Homo sapiens | HeLa | GI | nan | None | 10.1021/acs.jnatprod.8b00417 |
| Homo sapiens | HL-60 | GI | nan | None | 10.1021/acs.jnatprod.8b00417 |
| Homo sapiens | MCF7 | GI | nan | None | 10.1021/acs.jnatprod.8b00417 |